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5,9,12-Octadecatrienoic acid, (5Z,9Z,12Z)- (Pinolenic acid)

Delta notation: 18:3-delta-5c,9c,12c

Other Names: 5,9,12-Octadecatrienoic acid, (Z,Z,Z)-; (Z,Z,Z)-5,9,12-Octadecatrienoic acid; 5,9,12-cis-Octadecatrienoic acid; Pinolenic acid; cis,cis,cis-5,9,12-Octadecatrienoic acid; cis-5,9,12-Octadecatrienoic acid; cis-5,cis-9,cis-12-Octadecatrienoic acid

Formula: C18 H30 O2

Mass: 278.43

IUPAC name: (5Z,9Z,12Z)-octadeca-5,9,12-trienoic acid

5,9,12 octadecatrienoic acid, (5z,9z,12z)
Structure drawn at OPSIN (opsin.ch.cam.uk)

External Database IDs:
CAS registry: 16833-54-8
SOFA Mol: M_092
Lipid Maps: LMFA01030344
PubChem: 5312495
ChEBI:

inchi: InChI=1/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10,13-14H,2-5,8,11-12,15-17H2,1H3,(H,19,20)/b7-6-,10-9-,14-13-/f/h19H

stdinchi: InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10,13-14H,2-5,8,11-12,15-17H2,1H3,(H,19,20)/b7-6-,10-9-,14-13-

stdinchikey: HXQHFNIKBKZGRP-URPRIDOGSA-N

smiles: C(CCC\C=C/CC\C=C/C\C=C/CCCCC)(=O)O

Results

Displaying datapoints 51 - 100 of 616 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Calocedrus decurrens Conifer seeds: Oil content and fatty acid composition Wolff, R. L.; Deluc, L. G.; Marpeau, A. M. Journal of the American Oil Chemists Society (1996) 73 765-771 0.13 GLC-Area-%
Pinus monophylla Fatty acid composition of edible pine seeds with emphasis on North American and Mexican pines of the Cembroides subsection Wolff, R. L.; Pedrono, F.; Marpeau, A. M. Ocl-Oleagineux Corps Gras Lipides (1999) 6 107-110 0.13 GLC-Area-%
Juniperus virginiana Private communication, 1999 Pasquier, E. Private communication (1999) 0.13 GLC-Area-%
Taxodium mucronatum Private communication, 1999 Pasquier, E. Private communication (1999) 0.13 GLC-Area-%
Cupressus funebris Private communication, 1999 Pasquier, E. Private communication (1999) 0.13 GLC-Area-%
Pinus monophylla General characteristics of Pinus spp. seed fatty acid compositions, and importance of Delta 5-olefinic acids in the taxonomy and phylogeny of the genus Wolff, R. L.; Pedrono, F.; Pasquier, E.; Marpeau, A. M. Lipids (2000) 35 1-22 0.13 GLC-Area-%
Taxodium distichum Conifer seeds: Oil content and fatty acid composition Wolff, R. L.; Deluc, L. G.; Marpeau, A. M. Journal of the American Oil Chemists Society (1996) 73 765-771 0.16 GLC-Area-%
Sequoiadendron giganteum Private communication Wolff, R. L. Private communication (1999) 0.18 GLC-Area-%
Cupressus torulosa Private communication, 1999 Pasquier, E. Private communication (1999) 0.18 GLC-Area-%
Metasequoia glyptostroboides Private communication, 1999 Pasquier, E. Private communication (1999) 0.18 GLC-Area-%
Sequoiadendron giganteum Conifer seeds: Oil content and fatty acid composition Wolff, R. L.; Deluc, L. G.; Marpeau, A. M. Journal of the American Oil Chemists Society (1996) 73 765-771 0.18 GLC-Area-%
Juniperus phoenicea Private communication, 1999 Pasquier, E. Private communication (1999) 0.19 GLC-Area-%
Juniperus chinensis Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.2 weight-%
Zamia furfuracea Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.2 weight-%
Ceratozamia robusta Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.2 weight-%
Hippophae goniocarpa Unpublished unpublished results MRI Fett extr. Xin (1997) 0.2 GLC-Area-%
Ephedra viridis Δ5-olefinic acids in the seed lipids from four Ephedra species and their distribution between the α and β positions of triacylglycerols. Characteristics common to coniferophytes and cycadophytes Wolff, R. L.; Christie, W. W.; Pédrono, F.; Marpeau, A. M.; Tsevegsüren, N.; Aitzetmüller, K.; Gunstone, F. D. Lipids (1999) 34 855-864 0.2 GLC-Area-%
Torreya californica Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1999) 0.2 GLC-Area-%
Cryptomeria japonica Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.2 weight-%
Ephedra chilensis Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.2 weight-%
Chamaecyparis lawsoniana Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.2 weight-%
Lepidozamia hopei Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.2 weight-%
Taxus cuspidata Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.2 weight-%
Macrozamia moorei Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.2 weight-%
Podocarpus macrophyllus cis-5-olefinic unusual fatty acids in seed lipids of gymnospermae and their distribution in triacylglycerols Takagi, T.; Itabashi, Y. Lipids (1982) 17 716-723 0.2 GLC-Area-%
X cupressocyparis notabilis Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.2 weight-%
Podocarpus macrophyllus Private communication Wolff, R. L. Private communication (1999) 0.22 GLC-Area-%
Juniperus chinensis Private communication Wolff, R. L. Private communication (1999) 0.24 GLC-Area-%
Juniperus occidentalis Private communication, 1999 Pasquier, E. Private communication (1999) 0.28 GLC-Area-%
Chamaecyparis lawsoniana Conifer seeds: Oil content and fatty acid composition Wolff, R. L.; Deluc, L. G.; Marpeau, A. M. Journal of the American Oil Chemists Society (1996) 73 765-771 0.29 GLC-Area-%
Athrotaxis laxifolia Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.3 weight-%
Pinus pinea Is the Profile of Fatty Acids, Tocopherols, and Amino Acids Suitable to Differentiate Pinus armandii Suspicious to Be Responsible for the Pine Nut Syndrome from Other Pinus Species? Matthäus, Bertrand; Li, Peiwu; Ma, Fei; Zhou, Haiyan; Jiang, Jun; Özcan, Mehmet Musa Chemistry & Biodiversity (2017) 15 e1700323 0.3 weight-%
Taxus brevifolia Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.3 weight-%
Juniperus rigida cis-5-olefinic unusual fatty acids in seed lipids of gymnospermae and their distribution in triacylglycerols Takagi, T.; Itabashi, Y. Lipids (1982) 17 716-723 0.3 GLC-Area-%
Bidens tripartita Unpublished unpublished results MRI (1995) 0.3 GLC-Area-%
Juniperus sabina Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.3 weight-%
Halerpestes sarmentosa Unpublished unpublished results MRI (1994) 0.3 GLC-Area-%
Cycas siamensis Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.3 weight-%
Ginkgo biloba cis-5-olefinic unusual fatty acids in seed lipids of gymnospermae and their distribution in triacylglycerols Takagi, T.; Itabashi, Y. Lipids (1982) 17 716-723 0.3 GLC-Area-%
Cryptomeria japonica cis-5-olefinic unusual fatty acids in seed lipids of gymnospermae and their distribution in triacylglycerols Takagi, T.; Itabashi, Y. Lipids (1982) 17 716-723 0.3 GLC-Area-%
Taxus baccata The seed fatty acid composition and the distribution of Δ5-olefinic acids in the triacylglycerols of some taxaceae (Taxus and Torreya) Wolff, Robert L.; Pédrono, Frédérique; Marpeau, Anne M.; Christie, William W.; Gunstone, Frank D. Journal of the American Oil Chemists' Society (1998,11) 75 1637-1641 0.33 GLC-Area-%
Taxus baccata The seed fatty acid composition and the distribution of Δ5-olefinic acids in the triacylglycerols of some taxaceae (Taxus and Torreya) Wolff, Robert L.; Pédrono, Frédérique; Marpeau, Anne M.; Christie, William W.; Gunstone, Frank D. Journal of the American Oil Chemists' Society (1998,11) 75 1637-1641 0.33 GLC-Area-%
Araucaria bidwillii Private communication Wolff, R. L. Private communication (1999) 0.33 GLC-Area-%
Pinus pinea Fatty acid composition of some pine seed oils Wolff, R. L.; Bayard, C. C. Journal of the American Oil Chemists' Society (1995) 72 1043-1046 0.35 GLC-Area-%
Cupressus macrocarpa Chemotaxonomic differentiation of conifer families and genera based on the seed oil fatty acid compositions: Multivariate analyses Wolff, R. L.; Deluc, L. G.; Marpeau, A. M.; Comps, B. Trees - Structure and Function (1997) 12 57-65 0.35 GLC-Area-%
Pinus pinea General characteristics of Pinus spp. seed fatty acid compositions, and importance of Delta 5-olefinic acids in the taxonomy and phylogeny of the genus Wolff, R. L.; Pedrono, F.; Pasquier, E.; Marpeau, A. M. Lipids (2000) 35 1-22 0.35 GLC-Area-%
Pinus maximartinezii Fatty acid composition of Pinaceae as taxonomic markers Wolff, R. L.; Lavialle, O.; Pedrono, F.; Pasquier, E.; Deluc, L. G.; Marpeau, A. M.; Aitzetmuller, K. Lipids (2001) 36 439-451 0.35 GLC-Area-%
Cupressus macrocarpa Private communication Wolff, R. L. Private communication (1999) 0.35 GLC-Area-%
Pinus maximartinezii Fatty acid composition of edible pine seeds with emphasis on North American and Mexican pines of the Cembroides subsection Wolff, R. L.; Pedrono, F.; Marpeau, A. M. Ocl-Oleagineux Corps Gras Lipides (1999) 6 107-110 0.35 GLC-Area-%
Taxus baccata Conifer seeds: Oil content and fatty acid composition Wolff, R. L.; Deluc, L. G.; Marpeau, A. M. Journal of the American Oil Chemists Society (1996) 73 765-771 0.36 GLC-Area-%